Sodium Hydroxide → HCID 178488130, compound

HRID 620161Notes

Reaction equation

HRID 620161 reaction equation
[OH-].[Na+].Cl.Cl[CH2:5][C:6]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:9]=[CH:8][N:7]=1.[SH:18][C:19]1[NH:20][C:21]2[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][C:22]=2[N:23]=1>>[CH3:29][O:28][C:26]1[CH:25]=[CH:24][C:22]2[NH:23][C:19]([S:18][CH2:5][C:6]3[N:11]=[C:10]([N:12]4[CH2:17][CH2:16][O:15][CH2:14][CH2:13]4)[CH:9]=[CH:8][N:7]=3)=[N:20][C:21]=2[CH:27]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 221669024-(2-(Chloromethyl)pyrimidin-4-yl)morpholine hydrochlorideHCID 178488032HCID 178488032, compound

Product 1

HCID 178488130HCID 178488130, compoundYield 78.4%

Procedure

5N sodium hydroxide (6.42 ml) was added dropwise to a stirred mixture of 2-chloromethyl-4-morpholinopyrimidine hydrochloride (3.65 g) and 2-mercapto-5-methoxybenzimidazole (2.63 g). Stirring was continued for 1.5 hours and the mixture was allowed to stand for a further 16 hours. After stripping, the solid residue was washed with water and recrystallised from acetonitrile to give 5-methoxy-2-(4-morpholino-2-pyrimidinylmethylthio)-(1H)-benzimidazole (4.09 g), m.p. 188°-92°.

Workup

  1. waitto stand for a further 16 hours
  2. washthe solid residue was washed with water
  3. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-b0a6090be51a496a9f5c051689183477
Source dataset
uspto-grants-1989_04
Patent number
US04820708

Reaction notes

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